Creating Confidence with Heather Monahan

Heather Monahan built her career in corporate media, climbing to Chief Revenue Officer at a major broadcasting company before being fired by her boss's daughter. Instead of crumbling, she turned that experience into a bestselling book and this podcast, which now has over 620 episodes. The show blends professional confidence with personal development. Monahan interviews CEOs, athletes, psychologists, and entrepreneurs about how they handled their worst moments and what specifically rebuilt their self-trust afterward. Her guest roster is impressive, pulling from Harvard, CNN, and USA Today, but the conversations stay grounded because Monahan is openly candid about her own setbacks. Episodes typically run 30 to 50 minutes. The professional angle is what distinguishes this from other confidence shows. If your self-doubt shows up most loudly in work settings, during salary negotiations, before presentations, or when you're the only one in the room who looks like you, this podcast speaks directly to that. Monahan gives specific frameworks, not just encouragement. The 4.8 rating from over a thousand reviews backs that up. The show does lean into entrepreneurship and business content, so if you're looking for confidence help that's more internal or emotional, other shows on this list might fit better. But for anyone whose confidence issues intersect with career ambitions, this is the right starting point.